
Vacation rentals in Oakland
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Top-rated vacation rentals in Oakland
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Oakland vacation rentals
Other great vacation rentals in Oakland
Guest favorite

Farm stay in Swanton
4.99 out of 5 average rating, 83 reviewsThe Country Nook at Waters Run Farmlands w/WI-FI
Top guest favorite

Home in Oakland
4.94 out of 5 average rating, 71 reviewsThe Little Fox Den *Lake View*
Superhost

Cabin in Elk Garden
4.55 out of 5 average rating, 67 reviewsCabin C at Abrams Creek
Guest favorite

Home in Swanton
4.89 out of 5 average rating, 65 reviewsDeep Creek Lake, Wisp, Dog Friendly
Guest favorite

Cabin in Oakland
4.91 out of 5 average rating, 23 reviewsC Box MountainTop
Top guest favorite

Condo in Oakland
5 out of 5 average rating, 30 reviewsLandlocked @ DCL Lakefront with Dock
Guest favorite

Home in Accident
4.91 out of 5 average rating, 93 reviewsPeaceful nature retreat nestled in a forested area
Guest favorite

Home in Oakland
4.94 out of 5 average rating, 18 reviewsDog Friendly Cabin in the Woods! Hot tub & Firepit
Quick stats about vacation rentals in Oakland
Total rentals
10 properties
Nightly prices starting at
€ 52 before taxes and fees
Total number of reviews
750 reviews
Pet-friendly rentals
10 properties allow pets
Wifi availability
10 properties include access to wifi
Popular amenities
Self check-in, Gym, and BBQ grill
Destinations to explore
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- Fallingwater
- Seven Springs Mountain Resort
- Timberline Mountain
- Wisp Resort
- Ohiopyle State Park
- Blackwater Falls State Park
- Hidden Valley Resort
- Canaan Valley Resort & Conference Center
- Pete Dye Golf Club
- Lakeview Golf Resort
- Canaan Valley Ski Resort
- White Grass
- Pikewood National Golf Club
- Lodestone Golf Course
- Warden Lake
- Forks of Cheat Winery
- Mountain Dragon Mazery Fine Honey Wine
- West Whitehill Winery
- Winter Experiences at The Peak